One-Pot Synthesis of 5-Arylidene-2-Imino-4-Thiazolidinones under Microwave Irradiation 英文参考文献.docVIP

Molecules 2006, 11, 597-602 molecules ISSN 1420-3049 Communication One-Pot Synthesis of 5-Arylidene-2-Imino-4-Thiazolidinones under Microwave Irradiation Souad Kasmi-Mir 1,*, Ayada Djafri 3, Ludovic Paquin 2,?, Jack Hamelin 2 and Mustapha Rahmouni 1,? 1 Laboratoire Synthèse et Catalyse, LSCT, Université Ibn Khaldoun, Tiaret, Algeria; E-mail: ?rahmouni@mail.univ-tiaret.dz 2 ICMV, UMR 6226, Université de Rennes 1, Campus de Beaulieu, Bt10A 35042-Rennes, France; E-mail: ?ludovic.paquin@univ-rennes1.fr 3 Laboratoire Synthèse Organique Appliquée, Université Essénia, Oran, Algeria; Fax : (+213) 41 41 91 84. * Author to whom correspondence should be addressed: E-mail: kasmi@mail.univ-tiaret.dz Received: 2 June 2006; in revised form: 24 July 2006/ Accepted: 25 July 2006 / Published: 10 August 2006 Abstract: A rapid and easy solvent free one-pot synthesis of 5-arylidene-2-imino-4- thiazolidinones by condensation of the thioureas with chloroacetic acid and an aldehyde under microwave-irradiation is described. Keywords: 5-Arylidene-2-imino-4-thiazolidinones; one-pot synthesis, microwave- irradiation. Introduction 4-Thiazolidinone derivatives constitute an important class of heterocyclic compounds for their potential pharmaceutical applications [1-8]. Consequently, a large number of synthetic protocols leading to these compounds have been reported in the literature [9]. Recently, 5-arylidene-2-imino-4- thiazolidinones [10] were synthesized by the reaction of 2-imino-4-thiazolidinones and appropriate aldehydes under basic conditions in ethanol at reflux for about 24 hours. The 2-imino-thiazolidinones in turn were obtained by condensation of thiourea with chloroacetyl chloride in the presence of  Molecules 2006, 11 598 triethylamine in CHCl3 at room temperature. We have previously reported the synthesis of iminothiazolines [11] by Hantzsch cy